The more I draw Indigo with stallions the more I like to think he discovered he was bisexual because his escort for the night was Trans or he found he was attracted to a “trap” or something. Definitely something involving a more feminine stallion.
He could always hire a jewel without looking into it too much
I dunno I think jewels would be too pricey for him NOT to look into.
He could always look at how they look and then see how good their sevices were and overlook what kind of equipment they have